Home / Recently Sold / Darien
Closed · For Sale
$8,500,000
18 Tokeneke Trail, Darien, Connecticut 06820
7 beds 10 baths 9,649 sq ft Single Family For Sale Built 1928
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About this home

This magnificent Round Meadows estate with a fantastic 9700 sf house on 5.346 acres of private property is now on the market for the first time in more than 54 years. Located in the private Tokeneke Association with protected land trust property to the East and West of it, Round Meadows is the ultimate in privacy and natural beauty. The owners had the vision to preserve, restore and ultimately combine the best of an elegant and storied past of the original grandeur of its early twentieth century origins with new and soaring modern spaces. They meticulously recreated the splendor of the arches, moldings, windows, light fixtures and even the original sweeping driveway while updating it for the state-of-the-art fine living of today. Round Meadows' totally renovated 19 room home has 7 bedrooms, 7 full baths, including a spectacular primary suite with spa, 3 half baths, library, office and guest suite. Enter through the 2 story foyer with soaring ceilings to the 3 large entertaining rooms, comprised of the living room, sunroom with bar, and an elegant formal dining room with fireplace. The inviting gourmet kitchen is seamlessly connected to a cozy family room with a fireplace which opens onto extensive terraces that overlook acres of manicured lawns and gardens. Add the 3 car garage off a grand mud hall with bath and laundry. Round Meadows honors the past as it pays forward an aspirational essence in the new construction feel, anchored by old world sophistication.

Status
Closed
Type
Single Family For Sale
Price
$8,500,000
Beds
7
Baths
10
Interior
9,649 sq ft
Lot
5.346 ac
Year Built
1928
MLS #
24122386
ZIP
06820
Days on Market
278
Heat
Propane · Hot Air, Radiant, Zoned
Cooling
Central Air
Water
Public Water Connected
Sewer
Septic
Parking
Attached Garage, Driveway (3-car)
Laundry
Main Level, Upper Level — Main level, Upper level

Flood risk: check the FEMA flood map for this address.

HOA & Fees

HOA fee
$2,298 / Annually
Fee includes
Security Service, Road Maintenance
Amenities
Security Services

Schools

Elementary
Tokeneke
Middle / Jr High
Middlesex
High School
Darien

Taxes

Property tax
$77,709 (July 2025-June 2026)
Assessed value
$5,020,820

Interior

Appliances
Oven/Range, Wall Oven, Convection Oven, Microwave, Range Hood, Subzero, Icemaker, Dishwasher, Instant Hot Water Tap, Washer, Dryer, Wine Chiller
Basement
Partial, Partial With Walk-Out
Attic
Partially Finished, Walk-up
Fireplaces
5
Total rooms
19

Building & Exterior

Style
Colonial, Mediterranean
Roof
Tile
Siding
Stucco
Exterior features
Terrace, Gutters, Stone Wall, French Doors, Underground Sprinkler, Patio
Foundation
Concrete, Stone
New construction
No/Resale

Lot & Land

Zoning
R1
Lot
Fence - Partial, Fence - Rail, Lightly Wooded, Treed, Professionally Landscaped, Rolling

Energy

Energy features
Generator, Programmable Thermostat

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2026-07-15Sold — $8,500,000 (this listing)MLS 24122386

Public record

From the Darien assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1928
Living area9,649 sq ft
Total rooms17
Lot size4.23 acres
Stories2
HeatCOLONIAL
ExteriorSTUCCO
Assessed value$3,769,640
Town appraisal$5,385,200
Last recorded sale2015
Listing courtesy of William Pitt Sotheby's Int'l — Robin Stineman · (203) 655-8234

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